Herbicidal emulsifiable concentrate compositions of imidazolinone herbicides
First Claim
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1. A herbicidal emulsifiable concentrate composition which comprises 0.5% to 5% by weight of an imidazolinyl acid, about 20% to 40% by weight of a 2,6- dinitroaniline derivative;
- 2% to 6% by weight of an alkylarylsulfonic acid, with the proviso that the alkylarylsulfonic acid by present in at least an amount equal to about 1.2 times the percent by weight of the imidazolinyl acid;
ethylene oxide/propylene oxide block copolymer and alkylphenol polyethylene oxide condensate emulsifying agents; and
antigenlation agent and an aromatic solvent selected from the group consisting of aromatic hydrocarbon solvents, chlorinated aromatic hydrocarbon solvents, and mixtures thereof having a distillation range of from about 140°
C. to 305°
c., wherein the imidazolinyl acid has the structural formula (I) below;
##STR4## wherein W is oxygen or sulfur;
R1 is C1 -C4 alkyl;
R2 is C1 -C4 alkyl or C3 -C6 cycloalkyl; and
when R1 and R2 are taken together with the carbon to which they are attached they may represent C3 -C6 cycloalkyl optionally substituted with methyl;
X is hydrogen, halogen, hydroxyl or methyl;
Y and Z are independently hydrogen, halogen, C1 -C6 alkyl, C1 -C4 alkoxyalkyl, hydroxloweralkyl, C1 -C6 alkoxy, C1 -C4 alkylthio, phenoxy, C1 -C4 haloalkyl, nitro, cyano, C1 -C4 alkylamino, diloweralkylamino, or C1 -C4 alkysulfonyl group or phenyl optionally substituted with one C1 -C4 alkyl, C1 -C4 alkoxy or halogen; and
when taken together, Y and Z may form a ring in which YZ are represented by the structure;
- (CH2)n --, where n is an integer of 3 or 4, provided that X is hydrogen;
or ##STR5## where L, M, Q and R are independently hydrogen, halogen, C1 -C4 alkyl or C1 -C4 alkoxy;
and the 2,6-dinitroaniline derivative has the structural formula (II) below;
##STR6## wherein R3 is hydrogen, C2 -C4alkyl or chloroethyl;
R4 is C2 -C5 alkyl, chloroethyl, 2-methallyl or cyclopropylmethyl;
R5 is hydrogen, methyl or amino;
R6 is trifluoromethyl, C1 -C3 alkyl, -SO2 NH2 or SO2 CH3.
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Abstract
The present invention provides herbicidal emulsifiable concentrate compositions of imidazolinone herbicides and dinitroaniline herbicides.
33 Citations
7 Claims
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1. A herbicidal emulsifiable concentrate composition which comprises 0.5% to 5% by weight of an imidazolinyl acid, about 20% to 40% by weight of a 2,6- dinitroaniline derivative;
- 2% to 6% by weight of an alkylarylsulfonic acid, with the proviso that the alkylarylsulfonic acid by present in at least an amount equal to about 1.2 times the percent by weight of the imidazolinyl acid;
ethylene oxide/propylene oxide block copolymer and alkylphenol polyethylene oxide condensate emulsifying agents; and
antigenlation agent and an aromatic solvent selected from the group consisting of aromatic hydrocarbon solvents, chlorinated aromatic hydrocarbon solvents, and mixtures thereof having a distillation range of from about 140°
C. to 305°
c., wherein the imidazolinyl acid has the structural formula (I) below;
##STR4## wherein W is oxygen or sulfur;R1 is C1 -C4 alkyl; R2 is C1 -C4 alkyl or C3 -C6 cycloalkyl; and
when R1 and R2 are taken together with the carbon to which they are attached they may represent C3 -C6 cycloalkyl optionally substituted with methyl;X is hydrogen, halogen, hydroxyl or methyl; Y and Z are independently hydrogen, halogen, C1 -C6 alkyl, C1 -C4 alkoxyalkyl, hydroxloweralkyl, C1 -C6 alkoxy, C1 -C4 alkylthio, phenoxy, C1 -C4 haloalkyl, nitro, cyano, C1 -C4 alkylamino, diloweralkylamino, or C1 -C4 alkysulfonyl group or phenyl optionally substituted with one C1 -C4 alkyl, C1 -C4 alkoxy or halogen; and
when taken together, Y and Z may form a ring in which YZ are represented by the structure;
- (CH2)n --, where n is an integer of 3 or 4, provided that X is hydrogen;
or ##STR5## where L, M, Q and R are independently hydrogen, halogen, C1 -C4 alkyl or C1 -C4 alkoxy;and the 2,6-dinitroaniline derivative has the structural formula (II) below;
##STR6## wherein R3 is hydrogen, C2 -C4alkyl or chloroethyl;R4 is C2 -C5 alkyl, chloroethyl, 2-methallyl or cyclopropylmethyl; R5 is hydrogen, methyl or amino; R6 is trifluoromethyl, C1 -C3 alkyl, -SO2 NH2 or SO2 CH3. - View Dependent Claims (2, 3, 4, 5, 6, 7)
- 2% to 6% by weight of an alkylarylsulfonic acid, with the proviso that the alkylarylsulfonic acid by present in at least an amount equal to about 1.2 times the percent by weight of the imidazolinyl acid;
Specification
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Current AssigneeBASF AG (BASF SE), Solis Interests, LLC
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Original AssigneeAmerican Colloid Company (Minerals Technologies Incorporated)
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InventorsOng, Chungjian J.
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Primary Examiner(s)Raymond, Richard L.
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Assistant Examiner(s)BEMBENICK, BRIAN
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Application NumberUS07/648,083Time in Patent Office1,048 DaysField of Search71/92, 71/121, 71/DIG. 1, 504/116, 504/130, 504/148US Class Current504/130CPC Class CodesA01N 2300/00 Combinations or mixtures of...A01N 25/02 containing liquids as carri...A01N 25/30 characterised by the surfac...A01N 33/18 Nitro compoundsA01N 33/22 having at least one oxygen ...A01N 43/50 1,3-Diazoles; Hydrogenated ...
